US9625617B2ActiveUtilityPatentIndex 73
Contact lenses comprising water soluble N-(2 hydroxyalkyl) (meth)acrylamide polymers or copolymers
Assignee: JOHNSON & JOHNSON VISION CAREPriority: May 25, 2012Filed: Feb 17, 2016Granted: Apr 18, 2017
Est. expiryMay 25, 2032(~5.9 yrs left)· nominal 20-yr term from priority
G02B 1/043C08L 101/14C08L 33/26
73
PatentIndex Score
4
Cited by
212
References
30
Claims
Abstract
The present invention relates to biomedical devices, and particularly contact lenses comprising a polymer having entangled therein at least one polymer comprising repeating units from N-(2-hydroxyalkyl)(meth)acrylamide.
Claims
exact text as granted — not AI-modifiedThe invention claimed is:
1. A method comprising contacting a biomedical device formed from a hydrogel with a solution comprising at least one water soluble, non-reactive hydrophilic polymer comprising less than 20 mol % anionic repeating units and repeating units derived from N-(2-hydroxyalkyl)(meth)acrylamide of Formula I
Wherein R 1 is hydrogen or methyl,
R 2 is H or a C1-4 alkyl substituted with at least one hydroxyl group; and
R 3 is a C1-4 alkyl substituted with at least one hydroxyl group;
wherein said water soluble, non-reactive hydrophilic polymer has a degree of polymerization of about 100 to about 100,000 and is free of terminal, hydrophobic polymer blocks under conditions sufficient to incorporate a lubricious effective amount of said non-reactive hydrophilic polymer in said biomedical device.
2. The method of claim 1 wherein said hydrogel is uncharged.
3. The method of claim 1 wherein said device is a contact lens and said hydrogel comprises at least one hydrophilic component.
4. The method of claim 1 wherein said non-reactive hydrophilic polymer has a degree of polymerization between about 500 and about 10,000.
5. The method of claim 1 wherein said non-reactive hydrophilic polymer is linear or branched.
6. The method of claim 1 wherein said non-reactive hydrophilic polymer has a degree of polymerization between about 500 and about 7,500.
7. The method of claim 1 wherein said non-reactive hydrophilic polymer has a degree of polymerization between about 500 and about 2000.
8. The method of claim 1 wherein said non-reactive hydrophilic polymer is not cross-linked.
9. The method of claim 1 wherein said non-reactive hydrophilic polymer is free of repeating units capable of crosslinking under free radical polymerization conditions.
10. The method of claim 1 wherein said non-reactive hydrophilic polymer is free of repeating units derived from bioactive linker group.
11. The method of claim 1 wherein said non-reactive hydrophilic polymer is either a homopolymer or a random copolymer.
12. The method of claim 1 wherein said non-reactive hydrophilic polymer comprises less than about 10 mol % anionic repeating units.
13. The method of claim 1 wherein said non-reactive hydrophilic polymer is non-ionic.
14. The method of claim 1 wherein R 3 is selected from the group consisting of, 2-hydroxypropyl, 3-hydroxypropyl, 2,3-dihydroxypropyl, 4-hydroxy butyl, 2-hydroxy-1,1-bis(hydroxymethyl)ethyl.
15. The method of claim 1 wherein said N-(2-hydroxyalky)(meth)acrylamide is selected from the group consisting of N-(2-hydroxy propyl)(meth)acrylamide, N-(3-hydroxypropyl)(meth)acrylamide, N-(2-hydroxyethyl)(meth)acrylamide, and
And mixtures thereof.
16. The method of claim 1 wherein said N-(2-hydroxyalky)(meth)acrylamide is selected from the group consisting of N-(2-hydroxypropyl)(meth)acrylamide, and N,N-bis(2-hydroxyethyl)acrylamide.
17. The method of claim 1 wherein said N-(2-hydroxyalky)(meth)acrylamide comprises N-(2-hydroxypropyl)methacrylamide.
18. The method of claim 1 wherein said solution comprises between about 0.001 and about 10% N-(2-hydroxyalkyl)(meth)acrylamide polymer, based upon all components in the solution.
19. The method of claim 1 wherein said solution comprises between about 0.005 and about 2% N-(2-hydroxyalkyl)(meth)acrylamide polymer, based upon all components in the solution.
20. The method of claim 1 wherein said contacting step further comprises heating.
21. The method of claim 20 wherein said heating comprising autoclaving.
22. The method of claim 21 wherein said device is a contact lens and said solution is a packing solution.
23. The method of claim 20 wherein said contacting step comprises heating at temperatures between about 40 and about 100° C.
24. The method of claim 1 wherein said solution comprises a buffered solution selected from the group consisting of borate buffer and phosphate buffer.
25. An ophthalmic solution comprising between about 10 ppm and about 10 wt % at least one water soluble, non-reactive hydrophilic polymer comprising less than 20 mol % anionic repeating units and repeating units derived from N-(2-hydroxyalkyl)(meth)acrylamide of Formula I
Wherein R 1 is hydrogen or methyl,
R 2 is H or a C 1-4 alkyl substituted with at least one hydroxyl group; and
R 3 is a C 1-4 alkyl substituted with at least one hydroxyl group;
wherein said water soluble, non-reactive hydrophilic polymer has a degree of polymerization of about 100 to about 100,000 and is free of terminal, hydrophobic polymer blocks.
26. The solution of claim 25 wherein said water soluble, non-reactive hydrophilic polymer is present in a concentration of about 50 ppm and about 2 wt %, based upon all components in the solution.
27. The solution of claim 25 wherein said water soluble, non-reactive hydrophilic polymer is present in a concentration of about 100 ppm and about 5,000 ppm.
28. The solution of claim 25 , wherein said solution is selected from the group consisting of saline solutions, buffered solutions, and deionized water.
29. The solution of 28 , wherein said solution is a saline solution comprising salts selected from the group consisting sodium chloride, sodium borate, sodium phosphate, sodium hydrogenphosphate, sodium dihydrogenphosphate, and corresponding potassium salts thereof.
30. The solution of 28 , wherein said water soluble, non-reactive hydrophilic polymer has a degree of polymerization between about 100 and about 100,000.Cited by (0)
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